Catalytic asymmetric intramolecular cyclopropanation of α-diazo-α-phosphoryl acetate

Saori Inoue, Kotaro Nagatani, Yunosuke Hoshino, Haruka Tezuka, Nasahisa Nakada

    Research output: Contribution to journalArticle

    Abstract

    The catalytic asymmetric intramolecular cyclopropanation (CAIMCP) of α-diazo-α-diphenylphosphoryl acetate has been investigated. The maximum ee of the CAIMCP was 91% and the absolute configuration of the two products was successfully determined. Our previously reported model to explain the enantiofacial selectivity of the reacting alkene was successfully applied to rationalize the enantioselectivity of the CAIMCP.

    Original languageEnglish
    Pages (from-to)541-553
    Number of pages13
    JournalHeterocycles
    Volume94
    Issue number3
    DOIs
    Publication statusPublished - 2017

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    Enantioselectivity
    Alkenes
    Acetates

    ASJC Scopus subject areas

    • Analytical Chemistry
    • Pharmacology
    • Organic Chemistry

    Cite this

    Inoue, S., Nagatani, K., Hoshino, Y., Tezuka, H., & Nakada, N. (2017). Catalytic asymmetric intramolecular cyclopropanation of α-diazo-α-phosphoryl acetate. Heterocycles, 94(3), 541-553. https://doi.org/10.3987/COM-17-13656

    Catalytic asymmetric intramolecular cyclopropanation of α-diazo-α-phosphoryl acetate. / Inoue, Saori; Nagatani, Kotaro; Hoshino, Yunosuke; Tezuka, Haruka; Nakada, Nasahisa.

    In: Heterocycles, Vol. 94, No. 3, 2017, p. 541-553.

    Research output: Contribution to journalArticle

    Inoue, S, Nagatani, K, Hoshino, Y, Tezuka, H & Nakada, N 2017, 'Catalytic asymmetric intramolecular cyclopropanation of α-diazo-α-phosphoryl acetate', Heterocycles, vol. 94, no. 3, pp. 541-553. https://doi.org/10.3987/COM-17-13656
    Inoue, Saori ; Nagatani, Kotaro ; Hoshino, Yunosuke ; Tezuka, Haruka ; Nakada, Nasahisa. / Catalytic asymmetric intramolecular cyclopropanation of α-diazo-α-phosphoryl acetate. In: Heterocycles. 2017 ; Vol. 94, No. 3. pp. 541-553.
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    AU - Nakada, Nasahisa

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